Zur Kenntniss des Pseudocumenols und des Pseudocumidins

The Reimer-Tiemann Reaction.

“…No analytical data, yields, or structure proofs are available. 9. Heterocyclic phenols (table 6) Several hydroxyquinolines and one hydroxythiazole have been formylated successfully.…”

“…CHCl, H Tetrahydrocarbazole Although structure proof of the pyrrolenines and indolenines is lacking, the structure of the cyclohexadienones rests on a sound basis. Von Auwers, who was the first to isolate these chloroketones among the normal products of Reimer-Tiemann reactions (8,9,10,11,12,13,16), assigned a structure to the product from p-cresol on the basis of the following reactions (14, 15): Ultraviolet absorption spectroscopy has proved to be a valuable aid in the rapid identification of the two isomeric structures. Thus structures of type A (crossconjugated) show maximum absorption at 232-242 µ with only 2-3 µ bathochromic shifts due to the presence of an additional alkyl group.…”

Ortho Esters

“…R' = Η [35,[82][83][84][85][86][87][88], alkyl [89][90][91][92], aryl [25,[93][94][95][96][97], halogen [98][99][100] R = alkyl [85, 101a], chloroalkyl [101b], aryl [102][103][104][105] actions are thought to occur via carbene intermediates and are a field of active investigation.…”

Base-catalyzed reactions of 1-methyl-2-naphthol and its derivatives

“…Von Auwers (36) also discovered that bromoform reacts with the substituted phenols in the same manner as chloroform to give dibromomethylcyclohexadienones, but iodoform gave only small yields of "abnormal" products.…”